Alkenyl- and aryl[2-(hydroxymethyl)phenyl]dimethylsilanes: Tetraorganosilanes for the practical cross-coupling reaction

Nakao, Yoshiaki ; Sahoo, Akhila K. ; Imanaka, Hidekazu ; Yada, Akira ; Hiyama, Tamejiro (2006) Alkenyl- and aryl[2-(hydroxymethyl)phenyl]dimethylsilanes: Tetraorganosilanes for the practical cross-coupling reaction Pure and Applied Chemistry, 78 (2). pp. 435-440. ISSN 0033-4545

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Official URL: http://doi.org/10.1351/pac200678020435

Related URL: http://dx.doi.org/10.1351/pac200678020435

Abstract

Readily accessible and highly stable alkenyl- and aryl[2-(hydroxymethyl)-phenyl]dimethylsilanes cross-couple with various aryl and alkenyl halides under mild reac-tion conditions employing K2CO3as a base at 35–80 °C. The reaction tolerates a diverserange of functional groups including silyl protections. The silicon residue, cyclic silyl ether,is readily recovered and reused on a gram-scale synthesis. Intramolecular coordination of aproximal hydroxyl group is considered to efficiently form pentacoordinated silicates havinga transferable group at an axial position.

Item Type:Article
Source:Copyright of this article belongs to International Union of Pure and Applied Chemistry
ID Code:122466
Deposited On:02 Aug 2021 18:09
Last Modified:02 Aug 2021 18:09

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